Gold(I) catalysed cycloisomerisation of β-hydroxy propargylic esters to dihydropyrans/2H-pyrans via allene intermediates

dc.contributor.author	Kotikalapudi, Ramesh
dc.contributor.author	Kumara Swamy, K. C.
dc.date.accessioned	2022-03-27T09:50:28Z
dc.date.available	2022-03-27T09:50:28Z
dc.date.issued	2013-09-16
dc.description.abstract	Efficient cycloisomerisation of β-hydroxy propargylic esters to dihydropyrans/2H-pyrans via 1,3-carboxylate migration followed by regioselective hydroxyl addition to the transient allene intermediate catalysed by Ph 3PAuCl/AgSbF6 is presented. Similar reactions on phosphorylated precursors led to phosphono-furans and phosphono-pyrans. In a few cases, self-condensation of β-hydroxy propargylic esters via catalytic nucleophilic substitution to macrocycles is observed. Key products are characterised by X-ray structure determination. © 2013 Elsevier Ltd. All rights reserved.
dc.identifier.citation	Tetrahedron. v.69(37)
dc.identifier.issn	00404020
dc.identifier.uri	10.1016/j.tet.2013.07.003
dc.identifier.uri	https://www.sciencedirect.com/science/article/abs/pii/S0040402013010697
dc.identifier.uri	https://dspace.uohyd.ac.in/handle/1/13360
dc.subject	6-endo-trig Cyclisation
dc.subject	Allene intermediate
dc.subject	Gold catalysis
dc.subject	Hydroxy propargylic ester
dc.subject	Pyran
dc.title	Gold(I) catalysed cycloisomerisation of β-hydroxy propargylic esters to dihydropyrans/2H-pyrans via allene intermediates
dc.type	Journal. Article
dspace.entity.type

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